My parents struggled in blue-collar jobs. Paying off their mortgage and retiring them is my proudest achievement.

Tech Insider
Simmy Dhillon with his parents and brother.
Dhillon (far right) started his own business as a college student.

Courtesy of Simmy Dhillon

A millennial worked 2 remote jobs so he could retire at 50 but said overemployment isn't worth the stress

Tech Insider : Economy, Economy
overemployed man retiring
A California millennial says secretly working two remote jobs helped him save for an early retirement — but that he's happy he's back to just one job.

Ascent/ PKS Media Inc./Getty Images

I'm single and childless and I can't afford to retire in California. To afford the life I want, I'm moving to the South.

Tech Insider
A thoughtful senior woman having a cup of coffee in the kitchen and looking out of her window at home.

DMP/Getty Images

How a Gen Xer went from declaring bankruptcy at 30 to being on track to retire early in her 50s

Tech Insider : Economy
Chris Elle Dove and her dog
Chris Elle Dove is set to retire early, two decades after declaring bankruptcy.

Chris Elle Dove

A retired boomer who moved from the US to Costa Rica said it's 'horribly incorrect' to assume life in Central America is much cheaper

Tech Insider : Economy
San José, Costa Rica
Gary Keenan first moved to the outskirts of San José, Costa Rica.

Gianfranco Vivi

When I retired at 54 with my husband, I worried we'd be bored spending all our time together. I'm learning to focus on myself.

Tech Insider
selfie of Leonie Jarrett in front of the ocean in greece
The author retired early.

Courtesy of Leonie Jarrett

Welcome to 'peak boomer' era: A wave of retirees is about to blow through their savings and cling to Social Security to stay afloat

Tech Insider : Economy, Economy
Older couple walking on the beach
Peak boomers are getting ready to retire.

Alistair Berg/Getty Images

The retirement Catch-22

Tech Insider : Economy
old worker worries about his job prospects
Age discrimination undermines Larry Fink's "solution" to the retirement crisis.

Getty Images; LinkedIn; Chelsea Jia Feng/BI

I ask men if they have a pension plan before I seriously date them. It's not because I care how much money they have.

Tech Insider
Pension dating
Nicola Prentis has secured her own finances and wants to date men who have done the same.

honeyhousephotography.com; Getty Images; Chelsea Jia Feng/BI

A couple who achieved financial independence and retired in their 30s shares their $280,000 a year budget raising 2 kids in San Francisco

Tech Insider : Economy
A man in a bookstore.
Sam Dogen retired at 34 and hasn't worked 9-to-5 since 2012 despite living in San Francisco.

Courtesy of Sam Dogen

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